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Caribbean Islands

$85+ Cheap flights from Islip, NY (ISP) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
ISP — SJU
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
1 adult, Economy
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Cheap flight deals from Islip to Caribbean Islands

Keep the following information in mind while searching for Islip to Caribbean Islands flight deals. Data was last updated junio 12, 2025.

Round-trip from

$167
(Priceline)

One-way from

$85
(CheapOair)

Popular in

December

Cheapest in

March

Average price

$255
From Islip Long Island to Caribbean Islands
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One-way flight from Islip Long Island to Caribbean Islands
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Highest demand for flights based on searches. 9% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Islip to Caribbean Islands

Cheapest flights from Islip to Caribbean Islands
Explore the most affordable flight options available from Islip to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on junio 12, 2025.

This Priceline deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/118:48 pmISP - SJU
1 stop11h 11mFrontier
sáb. 10/1812:02 pmSJU - ISP
1 stop7h 51mFrontier
Deal found 6/10$167
This Frontier deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/268:37 pmISP - PUJ
1 stop12h 17mFrontier
jue. 8/1410:06 amPUJ - ISP
1 stop13h 41mFrontier
Deal found 6/10$395
This Frontier deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 6/258:21 pmISP - SDQ
1 stop12h 47mFrontier
dom. 7/611:50 amSDQ - ISP
1 stop11h 57mFrontier
Deal found 6/11$515
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/56:00 amISP - NAS
1 stop6h 40mSouthwest
mar. 7/82:10 pmNAS - ISP
1 stop7h 35mSouthwest
Deal found 6/11$641
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/286:25 amISP - PUJ
1 stop7h 30mSouthwest
dom. 8/311:50 pmPUJ - ISP
1 stop8h 20mSouthwest
Deal found 6/12$671
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/76:00 amISP - MBJ
1 stop6h 45mSouthwest
jue. 7/102:00 pmMBJ - ISP
1 stop9h 05mSouthwest
Deal found 6/10$677
This JetBlue Airways deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/2611:40 amISP - NAS
1 stop5h 28mMultiple Airlines
sáb. 8/212:17 pmNAS - ISP
1 stop7h 44mMultiple Airlines
Deal found 6/11$694
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/286:00 amISP - AUA
1 stop8h 45mSouthwest
jue. 7/311:30 pmAUA - ISP
1 stop10h 35mSouthwest
Deal found 6/9$715
This JetBlue Airways deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/254:33 pmISP - PUJ
1 stop24h 07mMultiple Airlines
vie. 8/16:35 pmPUJ - ISP
1 stop16h 16mMultiple Airlines
Deal found 6/10$728
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/77:30 amISP - MBJ
2 stops28h 32mMultiple Airlines
jue. 7/101:40 pmMBJ - ISP
3 stops19h 24mMultiple Airlines
Deal found 6/10$766
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 7/2810:44 amISP - SDQ
3 stops23h 06mMultiple Airlines
jue. 7/3110:55 amSDQ - ISP
3 stops23h 09mMultiple Airlines
Deal found 6/10$817
This JetBlue Airways deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/87:30 amISP - AUA
1 stop7h 25mMultiple Airlines
mar. 7/154:20 pmAUA - ISP
1 stop27h 41mMultiple Airlines
Deal found 6/10$953

Cheapflights Fare Finder

Customize your flight search to find flights from Islip to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
Use the filters below to find and compare flights from Islip to Caribbean Islands that are best for you.

Fly from

Islip

Fly to

Caribbean Islands

Route

Depart

Return

Price

IslipSan Juan

ISP - SJU

ISPSJU

Islip Long Island

sáb. 10/11

8:48 pm-7:59 am

1 stop11h 11m

San Juan Luis Munoz Marin Intl

sáb. 10/18

12:02 pm-7:53 pm

1 stop7h 51m

$167

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

sáb. 7/26

8:37 pm-8:54 am

1 stop12h 17m

Punta Cana

jue. 8/14

10:06 am-11:47 pm

1 stop13h 41m

$395

IslipSanto Domingo

ISP - SDQ

ISPSDQ

Islip Long Island

mié. 6/25

8:21 pm-9:08 am

1 stop12h 47m

Santo Domingo Las Americas

dom. 7/6

11:50 am-11:47 pm

1 stop11h 57m

$515

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

sáb. 7/5

6:00 am-12:40 pm

1 stop6h 40m

Nassau Intl

mar. 7/8

2:10 pm-9:45 pm

1 stop7h 35m

$641

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

jue. 8/28

6:25 am-1:55 pm

1 stop7h 30m

Punta Cana

dom. 8/31

1:50 pm-10:10 pm

1 stop8h 20m

$671

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

lun. 7/7

6:00 am-11:45 am

1 stop6h 45m

Montego Bay Sangster Intl

jue. 7/10

2:00 pm-12:05 am

1 stop9h 05m

$677

IslipNassau

ISP - NAS

ISPNAS

Islip Long Island

sáb. 7/26

11:40 am-5:08 pm

1 stop5h 28m

Nassau Intl

sáb. 8/2

12:17 pm-8:01 pm

1 stop7h 44m

$694

IslipOranjestad

ISP - AUA

ISPAUA

Islip Long Island

lun. 7/28

6:00 am-2:45 pm

1 stop8h 45m

Oranjestad Reina Beatrix

jue. 7/31

1:30 pm-12:05 am

1 stop10h 35m

$715

IslipPunta Cana

ISP - PUJ

ISPPUJ

Islip Long Island

vie. 7/25

4:33 pm-4:40 pm

1 stop24h 07m

Punta Cana

vie. 8/1

6:35 pm-10:51 am

1 stop16h 16m

$728

IslipMontego Bay

ISP - MBJ

ISPMBJ

Islip Long Island

lun. 7/7

7:30 am-11:02 am

2 stops28h 32m

Montego Bay Sangster Intl

jue. 7/10

1:40 pm-10:04 am

3 stops19h 24m

$766

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 24 results
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Best time to book a flight from Islip to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Islip with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Islip to Caribbean Islands

What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ISP to EPX?

Find hourly flight availability from Islip to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated junio 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Islip, New York to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated junio 12, 2025.
Read reviews from past customers who have flown Southwest, JetBlue and Frontier from Islip to Caribbean Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
6.0
Okay
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Islip to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Islip to Caribbean Islands?

    For a flight from Islip to Caribbean Islands, you will be flying from Long Island. Islip Long Island (ISP) is just 7.2 mi from the center of the city.

  • What are the cheapest airlines to fly from Islip, New York to Caribbean Islands one-way?

    The cheapest airlines for a one-way flight from Islip, New York to Caribbean Islands are Frontier ($85), JetBlue ($181), and Southwest ($405).

  • What are the most popular routes from Islip, New York to Caribbean Islands?

    When deciding which route to take from Islip, New York to Caribbean Islands consider Islip Long Island - San Juan Luis Munoz Marin Intl, Islip Long Island - Punta Cana or Islip Long Island - Oranjestad Reina Beatrix as they are the most popular.

  • Can I find deals for flights from Islip to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Islip to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Islip to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Islip to Caribbean Islands.

  • Can I find deals for business class flights from Islip to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Islip to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Islip, New York to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Islip, New York to Caribbean Islands (average of $254). Flying from Islip, New York to Caribbean Islands in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Islip to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Islip to Caribbean Islands

Discover the top 3 airlines that operate flights from Islip to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$59Average$218FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$231Average$390FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$477Average$703FlexibilityNo cancel feeOn-time63%

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